N-{6-[3-(pyridin-3-ylamino)phenoxy]imidazo[1,2-a]pyridin-2-yl}cyclopropanecarboxamide

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Chemical Name:N-{6-[3-(pyridin-3-ylamino)phenoxy]imidazo[1,2-a]pyridin-2-yl}cyclopropanecarboxamide
CAS No.:1092392-71-6
Molecular Formula:C₂₂H₁₉N₅O₂
Molecular Weight:385.425
Hs Code.:

Synonyms:N-{6-[3-(pyridin-3-ylamino)phenoxy]imidazo[1,2-a]pyridin-2-yl}cyclopropanecarboxamide

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Chemical Property of N-{6-[3-(pyridin-3-ylamino)phenoxy]imidazo[1,2-a]pyridin-2-yl}cyclopropanecarboxamide

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Technology Process of N-{6-[3-(pyridin-3-ylamino)phenoxy]imidazo[1,2-a]pyridin-2-yl}cyclopropanecarboxamide

There total 11 articles about N-{6-[3-(pyridin-3-ylamino)phenoxy]imidazo[1,2-a]pyridin-2-yl}cyclopropanecarboxamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 12.0%

: 626-55-1,163928-56-1
3-Bromopyridine

: 1092394-60-9
N-[6-(3-aminophenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide

: 1092392-71-6
N-{6-[3-(pyridin-3-ylamino)phenoxy]imidazo[1,2-a]pyridin-2-yl}cyclopropanecarboxamide

Guidance literature:: With potassium tert-butylate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In toluene; at 120 ℃; for 13h;

Reference yield:

: 1121-78-4
5-Hydroxy-2-methylpyridine

: 1092392-71-6
N-{6-[3-(pyridin-3-ylamino)phenoxy]imidazo[1,2-a]pyridin-2-yl}cyclopropanecarboxamide

Guidance literature:: Multi-step reaction with 10 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 22 h / 90 - 140 °C

2.1: pyridine; potassium permanganate / water / 12 h / 85 °C

3.1: diphenyl phosphoryl azide; triethylamine / 18 h / 20 °C / Heating / reflux

4.1: trifluoroacetic acid / 1 h / 20 °C

5.1: pyridine / 2 h / 80 °C

6.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 20 °C

6.2: 15 h / 20 °C

7.1: trifluoroacetic anhydride / dichloromethane / 5 h / 20 °C

7.2: 15 h / 20 °C

8.1: pyridine / 3 h / 0 - 20 °C

8.2: 2 h / 60 °C

9.1: hydrogen / palladium on activated charcoal / methanol / 4 h / 20 °C

9.2: 2 h / Heating / reflux

10.1: potassium tert-butylate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / toluene / 13 h / 120 °C

With pyridine; potassium permanganate; diphenyl phosphoryl azide; potassium tert-butylate; hydrogen; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; trifluoroacetic anhydride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; palladium on activated charcoal; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;

Reference yield:

: 228401-34-1
3-(5-methyl-3-pyridinyloxy)-1-nitrobenzene

: 1092392-71-6
N-{6-[3-(pyridin-3-ylamino)phenoxy]imidazo[1,2-a]pyridin-2-yl}cyclopropanecarboxamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: pyridine; potassium permanganate / water / 12 h / 85 °C

2.1: diphenyl phosphoryl azide; triethylamine / 18 h / 20 °C / Heating / reflux

3.1: trifluoroacetic acid / 1 h / 20 °C

4.1: pyridine / 2 h / 80 °C

5.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 20 °C

5.2: 15 h / 20 °C

6.1: trifluoroacetic anhydride / dichloromethane / 5 h / 20 °C

6.2: 15 h / 20 °C

7.1: pyridine / 3 h / 0 - 20 °C

7.2: 2 h / 60 °C

8.1: hydrogen / palladium on activated charcoal / methanol / 4 h / 20 °C

8.2: 2 h / Heating / reflux

9.1: potassium tert-butylate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / toluene / 13 h / 120 °C

With pyridine; potassium permanganate; diphenyl phosphoryl azide; potassium tert-butylate; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; trifluoroacetic anhydride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; palladium on activated charcoal; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;